[(1-hydroxycyclohexyl)ethynyl]ferrocene | 402859-18-1

• 英文名称: [(1-hydroxycyclohexyl)ethynyl]ferrocene
• CAS: 402859-18-1
• 化学式: C₁₈H₂₀FeO
• 分子量: 308.203
• InChiKey: DKLZMTIIEICDRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  iodoferrocene 、 炔环己醇 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 三乙胺 作用下， 以 三乙胺 为溶剂， 以45%的产率得到[(1-hydroxycyclohexyl)ethynyl]ferrocene
  参考文献：
  名称：

  The Ferrocenylethynyl Unit: a Stable Hormone Tag

  摘要：

  We prepared the organometallic complex 17 alpha-(ferrocenylethynyl)estradiol (= [(3,17 beta -dihydroxyestral,3,5(10)-trien-17 alpha -yl)ethynyl]ferrocene; FcEE; 1) by a novel synthetic method. This metallocene possesses sufficient stability in aqueous media to permit the study of its biological properties. Thus, we were able to show that, despite the addition of a bulky substituent at the 17 alpha position of the steroid, the metallocene is still well-recognized by an antibody specific to estradiol (CR = 40%) and by both subtypes (ER alpha, ER) of the estrogen receptor (at 0 degrees, RBA = 28 and 37%, resp.). A DCI-MS study of the stability of the carbocation [FcEE - OH](+) showed moderate stabilization of the carbocation, in agreement with the pK(R+) value of -0.72 found for the metallocene by means of Deno's method. The presence of the ferrocene allows the electrochemical detection of FcEE (1) by HPLC-ED, with a detection limit of ca. 1 nm, suitable for quantitative pharmacological analysis.

  DOI：

  10.1002/1522-2675(20011114)84:11<3289::aid-hlca3289>3.0.co;2-d